550-45-8

Basic information

• Product Name: (1R,2S,5R)-2-methyl-5-[(2R)-1-oxopropan-2-yl]cyclopentanecarbaldehyde
• Synonyms: C09785;Iridodial;(+)-iridodial lactol;(1S,2S,5R,8S)-Iridodial;2-Acetyl-5-methylcyclopentanecarbaldehyde;(1R,αS)-2β-Formyl-α,3β-dimethylcyclopentaneacetaldehyde;Cyclopentaneacetaldehyde, 2-formyl-α,3-dimethyl-, (αS,1R,2S,3S)-;(1S)-2β-Methyl-5α-[(S)-1-formylethyl]cyclopentane-1β-carbaldehyde
• CAS NO: 550-45-8
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.2328
• Mol File: 550-45-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 250.9°C at 760 mmHg
• Flash Point: 92.2°C
• Density: 1.021g/cm³
• Vapor Pressure: 0.0211mmHg at 25°C
• Refractive Index: 1.499
• CAS DataBase Reference: (1R,2S,5R)-2-methyl-5-[(2R)-1-oxopropan-2-yl]cyclopentanecarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S,5R)-2-methyl-5-[(2R)-1-oxopropan-2-yl]cyclopentanecarbaldehyde(550-45-8)
• EPA Substance Registry System: (1R,2S,5R)-2-methyl-5-[(2R)-1-oxopropan-2-yl]cyclopentanecarbaldehyde(550-45-8)

Safety Data

• Hazardous Substances Data: 550-45-8(Hazardous Substances Data)

Usage

Definition

ChEBI: An iridodial that is (1R,2R)-2-[(2R)-1-oxopropan-2-yl]cyclopentanecarbaldehyde substituted by a methyl group at position 2 (2S-stereoisomer).

Upstream product

• 17257-15-7 (4aS,7S,7aS)-nepetalactone 
• 1127-66-8 dolichodial 
• 67978-93-2 (S)-10-oxocitronellal 
• 63573-61-5 iridodial glucoside 
• 156155-54-3 (2E/Z,6E)-3,7-dimethyl-2,6-octadiene-1,8-dial 
• 63808-11-7 dl-chrysomelidial 
• 63808-11-7 dl-dehydroiridodial 
• 24512-66-1 7-deoxyloganin tetracetate 
• 69252-94-4 iridodial glucoside tetraacetate 
• 73528-65-1 ixoside monomethyl ester tetraacetate 
• 84906-09-2 7,8-dehydro-11-hydroxyiridodial glucoside pentaacetate 
• 54621-24-8 (1S,4aS,7aS)-7-Hydroxymethyl-1-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-1,4a,5,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester 
• 54621-23-7 10-dehydrogeniposide tetraacetate 
• 69252-85-3 11-hydroxyiridodial glucoside pentaacetate 

Downstream Products

• 27934-98-1 ipolamiide 
• 27856-54-8 lamiide 
• 21651-62-7 nepetalactone 

Relevant articles and documents

Iridodials: Enantiospecific synthesis and stereochemical assignment of the pheromone for the golden-eyed lacewing, Chrysopa oculata

1R,2S,5R,8R; 1R,2S,5R,8S; 1S,2S,5R,8R; and 1S,2S,5R,8S-Iridodials have been prepared in five steps from 4aS,7S,7aR and 4aS,7S,7aS-nepetalactones, major components of catnip oil. 1R,2S,5R,8R-Iridodial has been identified as a male-produced male-aggregation pheromone for Chrysopa oculata, the first pheromone of any kind identified for lacewings.

Studies on monoterpene glucosides and related natural products. XLVII. Synthesis of H- and 2H-labeled iridodial derivatives for studies on the biosynthesis of iridoid glucosides

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